Stadium: Court 6 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Addis Ababa | 2023/05/27 06:00 | Benjamin Lock v S D Prajwal Dev | 3-6,6-4,6-2 |
| ITF M15 Addis Ababa | 2023/05/26 07:00 | Nitin Kumar Sinha v S D Prajwal Dev | 2-6,6-7 |
| ITF M15 Addis Ababa | 2023/05/25 06:00 | Ben Weintraub v S D Prajwal Dev | 2-6,2-6 |
| ITF M15 Addis Ababa | 2023/05/19 09:00 | S D Prajwal Dev v Eric Vanshelboim | 3-6,6-7 |
| ITF M15 Addis Ababa | 2023/05/18 09:10 | S D Prajwal Dev v Ryotaro Matsumura | 6-3,6-4 |
| ITF M15 Addis Ababa | 2023/05/18 05:30 | S D Prajwal Dev v Ben Weintraub | 6-2,6-0 |
| ITF M25 Jakarta | 2023/04/26 02:00 | Fitriadi M Rifqi v S D Prajwal Dev | 6-4,6-1 |
| ITF M25 Mysuru | 2023/04/01 04:00 | George Loffhagen v S D Prajwal Dev | 7-5,6-4 |
| Davis Cup | 2023/02/04 08:30 | Amir Milushev v Denis Kudla | 4-6,4-6 |
| ITF M25 Nur-Sultan | 2022/07/11 11:25 | Alexander Zgirovsky v Amir Milushev | 6-4,6-4 |